If it's nice out definitely head to Nauset Beach for a walk on the beach (free public parking)! The beach goes on for miles, so you can walk forever.
Classic Spots
Chatham Bars Inn - Lunch/Drinks/ Dinner - I give this place $$$$$ but it really has amazing views and a luxury experience.
Wequassett Resort - Lunch/Drinks/ Dinner - you can eat overlooking the bay. It's gorgeous
Hog Island Beer CO- Local Cape Cod beers. Fun brewery with yard space + games.
Cape Cod National Seashore.
Homeport - BREAKFAST.
Bike path along the national seashore. rent bikes.
FOOD:
Breakfast Spots
- The Hole in One- get's crowded and it's a local spot, so the earlier you go, the better!
Lunch
- Nauset Farms - quick place to pick up sandwiches. My favorite lunch sandwich is The Italian. You can call your order ahead 508-255-2800
Dinner Spots